Explore Appalachian Trail: Connecticut: Best Day Hikes - view hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

This month marks the 80th anniversary of the #AppalachianTrail, which passes through 14 states from Maine to Georgia. . With so many access points along its approximate 2,190-mile route, this trail is not only an excellent option for thru-hikers and section-hikers, but also day-hikers and those looking to escape into nature for a few hours. . To honor the Appalachian Trail, we have compiled a list state by state of some of our favorite day hikes along the AT. Check out this list for Connecticut and help us celebrate the legacy and natural wonder of this trail!

Appalachian Trail: Connecticut: Best Day Hikes Map
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Loved this hike!! Gorgeous winter morning trip. After going over Ten Mile Hill the trip along the Ten Mile and Housatonic Rivers is beautiful...not too grueling of a hike but enough to get your heart rate up.

Great winter hike - loop trail is strenuous enough for a work out and quick enough (90-120 min) to squeeze into a busy day. Nice views of the surrounding hills and a few streams and small waterfalls. Trail is well marked and dovetails with the AT for ~0.5 mile.

Magical especially after a snowfall...

It was amazing. I only walked about 2 miles in but I intend on going back next weekend for the whole round trip. I’m looking forward to this hike. It is flat or downhill in most places so far, so deeming it Easy was definitely appropriate. Looking forward to doing it this weekend!!!

Not exactly an easy trail, not exactly a moderate trail either. Lots to see

Tough trail in spots - especially the climb up Mt Everett from the south. Beautiful scenery that is always changing during the hike. Sages ravine was especially beautiful.

Awesome trail with beautiful views on top and a nice stream on the way down. Very strenuous in certain points, steep going up to the top

Good workout, nice vistas, well-marked trail, with an interesting brook.

The Housatonic Overlook made the hike a 4 star. In addition, there was enough challenging terrain to have us feel the hike which we like. We got a late start so only went in about 2.5 Miles. Good hike overall.

Beautiful views, not a long hike but definitely gets your heart racing. Well marked

Pretty hike, did it counter clockwise, two beautiful views, varied terrain, definitely a heart racing hike so agree with all who say drink plenty of water and pace yourself. Clocked this at 3.9 miles, not 2.6.

Moderate/easy hike on the AT! Most sections of the hike are flat. I really loved the spot at Rand’s View- definitely has to be one of the best viewpoints on the CT AT (it’s featured at the REI in Milford likely for that reason). Would definitely recommend!

Was a really cool quicker hike that still really gets you winded. Decent views, cool topography.

Absolutely beautiful trail with amazing views! I am not sure I agree 100% with the kid friendly aspect, as there are some cliff faces and sheer drops you have to climb as well as go down. Perhaps tweens and up, not too sure about younger though. My dog was able to do this with ease though haha!

Started on Rt 55 on Appalachian Trail over 10 Mile Hill to Bulls Bridge. Nice limited view at top of 10 Mile Hill. Great river views and bridge crossing. Outstanding Bulls falls view off of AT.

Good day hike but you can camp out overnight in a tent or in the shelter at 10 Mile River.

awesome loop trail, fun terrain

awesome loop trail, fun terrain

A very senic, challenging and rewarding seciton of the trail. While the elevations do not appear to be very intimidating, the grades involved make this very challenging. Do not underestimate this section of the trail.

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